HuagongsheHuagongshe Chemistry Print Report · For research reference only
8-Trifluoroacetyl-1,4-dioxa-8-azaspiro[4.5]decane → 8-(2,2,2-Trifluoroethyl)-1,4-dioxa-8-azaspiro[4.5]decane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 8-Trifluoroacetyl-1,4-dioxa-8-azaspiro[4.5]decane | HCID 2991921 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | (Dimethyl sulfide)trihydroboron | HCID 12423031 | — |
| Product | 8-(2,2,2-Trifluoroethyl)-1,4-dioxa-8-azaspiro[4.5]decane | HCID 67007162 | 100.8% |
Reaction Steps
In the solution of 1-(1,4-dioxa-8-aza-spiro[4.5]dec-8-yl)-2,2,2-trifluoroethanone (20 g, 83.7 mmol) in THF, borane-methyl sulfide complex (83.7 mL, 2M solution in THF) was added at 0° C. After refluxing the reaction mixture for 12 h, the reaction was cooled and quenched with MeOH. After removal of THF, the residue was extracted with ethyl acetate and washed with brine, dried with MgSO4 and concentrated to give 8-(2,2,2-trifluoroethyl)-1,4-dioxa-8-aza-spiro[4.5]decane (19 g) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07737300B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-313fb69673374c838cb2885b513fe658 |
| Source note | uspto-grants-2010_06 |